4-Fluoro-3-(trifluoromethyl)aniline → HCID 178495898, compound

HRID 415826Notes

Reaction equation

HRID 415826 reaction equation
[OH:1][N:2]=[C:3](Cl)[C:4]1[C:8]([NH:9][CH2:10][CH2:11][O:12][CH3:13])=[N:7][O:6][N:5]=1.[F:15][C:16]([F:26])([F:25])[C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][C:23]=1[F:24])[NH2:20]>>[F:24][C:23]1[CH:22]=[CH:21][C:19]([NH:20][C:3]([C:4]2[C:8]([NH:9][CH2:10][CH2:11][O:12][CH3:13])=[N:7][O:6][N:5]=2)=[N:2][OH:1])=[CH:18][C:17]=1[C:16]([F:15])([F:25])[F:26]

Participants

3

Reactant 2

HCID 753774-Fluoro-3-(trifluoromethyl)aniline2×HCID 136330165N-Hydroxy-4-[(2-methoxyethyl)amino]-1,2,5-oxadiazole-3-carboximidoyl chloride

Product 1

HCID 178495898HCID 178495898, compound

Procedure

The desired compound was prepared according to the procedure of Example 13, step A, using N-hydroxy-4-[(2-methoxyethyl)amino]-1,2,5-oxadiazole-3-carboximidoyl chloride [made according to Example 1, steps A through E] and 3-trifluoromethyl-4-fluoroaniline [Aldrich, product #217778] as the starting materials in quantitative yield. LCMS for C13H14F4N5O3 (M+H)+: m/z=364.0. 1H NMR (400 MHz, CD3OD): δ 7.15 (m, 2H), 7.08 (m, 1H), 3.60 (t, J=5.3 Hz, 2H), 3.46 (t, J=5.3 Hz, 2H), 3.38 (s, 3H).

Sources & evidence

ORD record
ord-55f312a1897c4c5d9bed54d9daf88944
Source dataset
uspto-grants-2012_01
Patent number
US08088803B2

Reaction notes

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